Above $1 Million Holliston MA Real Estate, Homes, Condos for Sale

Luxury curated for the way you live!! A thoughtfully designed home with all the bells and whistles! Top brands like Subzero, Wolf, are a dream for a chef inspired kitchen with beautiful quartz countertops and backsplashes. Skylights let the sunshine pour in while your studio McGee Audrine sink helps with clean up. The dining area leads to an outside oversized blue stone patio which invites you to enjoy nature and migrate dinners from the table to meaningful patio conversations. High end plumbing fixtures such as Waterworks, Kohler, Toto, Signature, and Brizo kitchen faucets are featured throughout the home. Relax in your sun-drenched family room that features built in cabinetry with a gas fireplace. This home also has a lower-level room with a full bath and full walk-out for anyone seeking accommodations for an in-law, or home office, or secondary family room. Drive up your driveway with stone walls to come home to your personal oasis. Finally, after a long day retreat to your primary bedroom with your private spa like bath featuring a soaking tub and tiled shower to unwind from life's demands. This environment is created to calm the mind and restore the spirit. This parcel abuts 2 large tracts of restricted conservation land assuring you that you will always hear the birds singing.

10 Laurel Glen Ct, Holliston

$2,500,000

73595425 MLS

Northeast Private Client Group is pleased to present 459-465Washington St, a six-suite retail plaza on 1.53 acres in Holliston,Massachusetts, in the MetroWest region. The 1967 plaza holds 7,063rentable square feet along Washington Street.Five suites are home to everyday businesses: Subway, Kings Pizza,Jings Garden, a liquor store and a jewelry store, in suites from 563 to1,900 square feet. Three food operators and a package store give theplaza reasons for repeat, daily visits from the surroundingneighborhood.The value-add starts with one 1,600 SF suite. A new owner can choosethe tenant that best rounds out the mix and strengthens the plaza'sdraw. The plaza's next chapter is shaped by one leasing decision.The plaza's buildings, dating to 1967, cover roughly 11% of the 1.53-acresite, which gives a hands-on owner room to reposition the propertyover time.

459-465 Washington St, Holliston

$1,025,000

4 Beds ⋅ 3 Baths ⋅ 73593616 MLS

Welcome to this beautifully maintained Colonial, ideally situated on a lovely 1+ acre lot in a wonderful neighborhood on a quiet cul-de-sac! An inviting farmer’s porch, lush lawn and lovely plantings create exceptional curb appeal. Inside, a tiger maple hardwood entry leads to a living room with hardwood flooring and an elegant dining room featuring random width wide pine floors installed with historical cut nails and crown molding. The spacious eat-in kitchen offers quartz countertops, center island, stainless steel appliances, refinished hardwood floors, recessed lighting, tile backsplash and pantry. Relax in the inviting family room with wood-burning fireplace, skylight, ceiling fan and French doors leading to a low-maintenance Trex deck overlooking the private, gorgeous backyard, complete with irrigation, vegetable garden and storage shed. A convenient mudroom and half bath complete the first floor. Upstairs, the primary suite features a cathedral ceiling, walk-in closet and private bath with stone-topped double vanity and custom double shower. Three additional bedrooms, a full bath and convenient laundry area complete the second floor. Walk-up access to the unfinished attic provides additional storage space. The finished lower level offers fantastic flexibility with brand-new luxury vinyl flooring, recessed lighting, bonus room and private home office with separate heating zone and double-hung windows for maximum natural light. Recent 2026 improvements include new carpeting on the stairs, hallway and primary bedroom, beautifully refinished hardwood floors in the entryway and kitchen, and fresh interior paint in many rooms. Additional updates include new microwave, refrigerator & dryer 2026, vinyl windows 2022, heat pump for AC 2024, roof 2013 and boiler/hot water heater 2014. Complete with an attached two-car garage and security system, this exceptionally cared-for home offers comfort, charm and room to spread out inside and out! Enjoy all that Holliston has to offer, from its charming downtown shops and restaurants to Lake Winthrop, the Upper Charles Rail Trail and a vibrant community atmosphere.

6 Beaver Brook Dr, Holliston

$1,175,000

4 Beds ⋅ 3 Baths ⋅ 73592000 MLS

Welcome home to this beautiful Colonial, set on a private 3-acre lot in Holliston's sought-after Cedarbrook neighborhood. With plenty of room to gather with friends and family or find a quiet place to unwind, this home offers a wonderful balance of comfortable living spaces and thoughtful design. The spacious kitchen features granite countertops, a large center island, double wall ovens and a sunny dining area for morning coffee or casual meals. Just beyond, the inviting family room features a cathedral ceiling, gas fireplace and a stunning wall of glass sliders that fills the room with natural light and brings the beauty of the outdoors right into your living space. Imagine curling up by the fire on a chilly New England evening, surrounded by views of the changing seasons. Step outside to the expansive deck with a covered seating area, perfect for summer dinners, entertaining friends or simply enjoying the peaceful wooded surroundings. A fenced yard offers comfort that little ones or furry friends won't wander. Back inside, the adjoining game room with wet bar and wine refrigerator makes entertaining easy while the formal dining room is ready for holidays and special occasions. A separate living room/office offers a comfortable space to relax or work from home. Surround sound speakers throughout downstairs and all season speakers on deck are all ready for you to connect a surround system to! Upstairs, the generous primary suite with new carpet includes two walk-in closets, a private office area and a spacious bath with soaking tub, tiled shower and double vanity. There are three additional bedrooms, a full bath and separate laundry room. A charming loft with built-in shelving and window seat is a lovely spot to read or enjoy a little quiet time. The large unfinished basement offers possibilities for future living space, while the three-car garage, walk-up attic and updated heating and cooling systems add everyday convenience. It's rare to find a home with this much privacy in such a wonderful neighborhood, with shopping, schools and major routes nearby!

35 Johnson Drive, Holliston

$1,799,000

4 Beds ⋅ 5 Baths ⋅ 73590622 MLS

Experience the art of exceptional living at 30 Mill Street, where timeless elegance, modern sophistication, and thoughtful design come together in this stunning 2026 luxury Colonial. Beautifully situated on nearly an acre along the Holliston–Hopkinton line, this remarkable residence offers approximately 4,587 sq. ft. of refined living space. An exquisite chef’s kitchen with a dramatic quartz waterfall island flows effortlessly into elegant entertaining areas, complemented by rich hardwood floors, architectural detailing, and three fireplaces. Four beautifully appointed en-suite bedrooms include a magnificent primary sanctuary featuring a fireplace, spa-inspired bath, and spacious dressing room. A private library, inviting second-floor lounge, and expansive finished lower level provide exceptional flexibility. Outdoors, a spectacular stone patio with a built-in kitchen creates the perfect setting for unforgettable gatherings. Complete with a three-car garage and proximity to golf, this is luxury living at its finest.

30 Mill St, Holliston

$1,500,000

4 Beds ⋅ 4 Baths ⋅ 73590193 MLS

Discover a distinguished single-family country estate, meticulously crafted in 1975, offering 4834 square feet of refined living space. This property stands as a testament to enduring design & thoughtful construction, providing a harmonious blend of comfort and functionality. The residence features 2 well-proportioned primary suites, each designed to offer privacy & tranquility. One suite is located in a newer home addition & is handicap accessible by way of an interior elevator & ramp, a curbless oversize shower & barrier-free roll under sink. In addition this space offers a large custom closet and sitting room, the perfect respite for those requiring these enhancements as well as discerning buyers that appreciate large, gracious spaces. The second primary suite features a very comfortable bedroom & sitting room, lots of closet space & a gorgeous designer en suite perfect for teens wanting "their own space" or live- in help Complementing these sleeping quarters are two additional bedrooms, one with a customized walk-in closet, providing ample convenience & personal space for residents & guests alike. Further enhancing the property's appeal is a chef's kitchen featuring stainless steel Thermador appliances, granite tops, peninsula seating space & a butlers pantry with an abundance of storage. The adjoining dining room/living room features an open floor plan, custom built-in cabinetry, a Harman Frost Enamel pellet stove & access to a beautiful screen porch. The great room is a show piece of its own - soaring ceiling, hardwood floor with inlay border & custom rug, built-in cabinetry, large Palladium window with custom motorized shades & access to the outer deck. The lower level features a large game room with natural brick flooring & a coffered ceiling, a pellet stove, an adjoining wine cellar & space for a dedicated gym/art studio/craft room. Another bonus in this home is a beautiful & bright home office with Palladium window, motorized shades, radiant heat & a separate entrance. A spacious 3-car garage offers significant utility for vehicle storage & additional organizational needs. This home is conveniently located at the Hopkinton line, with easy access to Routes 85, 126 and 495. The expansive lot provides a generous outdoor environment, ideal for various recreational pursuits or simply enjoying the natural surroundings. To truly appreciate the sophisticated design & unique scale of this property, we invite your private viewing.

457 Hanlon Rd, Holliston

$1,250,000

4 Beds ⋅ 5 Baths ⋅ 73580243 MLS

More than a home—this private retreat offers exceptional space for living, working and entertaining! Sited down a long private drive off a cul-de-sac neighborhood, this spacious 4-bedroom Colonial enjoys a wonderfully private setting while remaining convenient to Holliston Town Center and major commuting routes. The home features updated kitchen and baths, 4 full baths, gas heat and central air. A large, thoughtfully designed laundry room features custom built-ins and convenient access from both the mudroom and the outside deck—an especially practical feature for everyday living and summer days by the pool. The finished lower level provides terrific versatility with a kitchen area and flexible living space currently used for extended-family living, along with plenty of additional storage. Outdoor living is a highlight of this special property. A lovely, sun porch provides the perfect spot for relaxing, while overlooking the private grounds. Step outside and enjoy your own backyard oasis complete with an expansive deck and in-ground Gunite pool, creating your own backyard retreat for summer gatherings. A full bath conveniently located just off the deck provides easy access from the pool area. The attached 3-car garage features exceptionally high ceilings, easily accommodating larger SUVs and trucks, while one heated and air-conditioned bay offers the perfect space for a home gym, workshop or hobby area. The detached barn is an incredible bonus, offering finished, heated and air-conditioned space ideal for a private home office, yoga or fitness studio, art/craft space or other creative pursuits. Below, car enthusiasts will love the additional 2-bay garage featuring soaring ceilings along with heat and air conditioning—ideal for a car collection, workshop or additional recreational storage. With five garage bays, multiple flexible-use spaces, a pool and a wonderfully private setting, this is a truly unique property offering room to live, work, entertain and pursue your passions—all just minutes from the heart of Holliston.

57 Carl Road, Holliston

$1,525,000

4 Beds ⋅ 5 Baths ⋅ 73575584 MLS

Wow! Spectacular sweeping East-facing views and exceptional craftsmanship define this one-of-a-kind custom home in the coveted Highlands at Holliston. Beautifully sited on over an acre above Old Cart Path, this stunning residence offers three levels of luxurious living and extraordinary spaces for both everyday living and entertaining. A welcoming farmer’s porch opens to a grand two-story foyer with brilliant hardwood floors and custom millwork. The expansive main level features a dramatic two-story family room with coffered ceiling, an enormous gourmet kitchen with custom cabinetry, center island and walk-in pantry, plus an exceptional media room with movie screen and projector. A gracious living room, formal dining room, oversized home office, and full bath complete the level. Upstairs, you'll find an expanded balcony, luxurious primary suite with grand bath, two walk-in closets, and sitting area, complemented by a princess suite, two additional bedrooms, full bath, and laundry. The finished lower level is an entertainer’s dream with full bar, game and bonus rooms, and full bath. Outside, enjoy manicured grounds, an expansive composite deck and oversized patio while taking in the amazing views. Ideally located in one of Holliston’s most desirable neighborhoods with access to the Charles River Rail Trail. A truly extraordinary offering where breathtaking views, exceptional finishes, remarkable scale, and sophisticated amenities create an exceptional luxury lifestyle. Seller Owned Solar transfers to Buyers.

97 Old Cart Path, Holliston

$2,250,000

5 Beds ⋅ 5 Baths ⋅ 73570164 MLS

Welcome to 14 Fiske Pond Road! A dream home built w/the most unparalleled attention to detail, millwork & craftsmanship. The 5BR, 5BA house will appeal to today's modern families, multi-generational families, down sizers, & empty-nesters w/1st & 2nd floor primary options. The 1st floor open concept is the heart of the home w/soaring ceilings & natural light pouring in.The kitchen has SS high end appliances, walk-in custom pantry, 92 bottle wine chiller, 6 burner range, wall oven, center island & leads to LR w/gas FP, and DR. The primary BR is its own oasis w/luxurious spa BA & custom walk-in closet. 2nd BR/office & full BA also on 1st .The mudroom & laundry are have radiant floors & lead to 3 car garage. The 2nd floor is a surprise! 3 BR's (two ensuite), a 2nd FR w/gas FP, wet bar & vaulted ceilings + generous bonus room. 9ft ceilings. All BA's have radiant heat, speakers in most of house, fire pit. Conveniently located <10 miles many town centers: Sherborn, Dover, Natick, Wellesley.

14 Fiske Pond Road, Holliston

$1,475,000

12 Beds ⋅ 6 Baths ⋅ 73568963 MLS

263 South St contains five townhouse units, comprised of one (1) 3-Bedroom/2-Bathroom unit, one (1) 3-Bedroom/1-Bathroom unit, and three (3) 2-Bedroom/1-Bathroom units with 6,582 square feet of gross living area in 9,615 square feet of gross area. The Property is currently situated on 4.07 acres. Parking is readily available with nine (9) garage spaces, as well as ample surface parking spaces. With its bucolic nature surrounded by 25 acres of Conservation land and excellent tenant history, 263 South Street is truly a unique, one-of-a-kind investment property. 263 South Street features an attractive mix of spacious townhouse-style residences designed to appeal to today's renters. Units 1–4 offer desirable three-level layouts consisting of a full basement, main living level, and second floor, with sliding door access to a large, shared backyard with lush grounds. Unit 5 is a well-appointed single-level apartment situated above the Property's garage bays. Each residence is equipped with in-unit laundry, providing added convenience for tenants. Interior finishes include Formica countertops in Units 1, 2, 3, and 5, while Unit 4 features granite countertops. All apartments are separately metered, with tenants responsible for heat, hot water, central air conditioning, and electric service. 263 South Street presents the incoming investor ample opportunity toincrease the rental rates by programmatically renovating the remaining four units. In addition, the property is improved by a detached, two-story structure which features a Six-car garage parking as well as finished space above the garage. The potential exists to create an additional apartment at the site. Units 3 & 5 have received new heat pump systems over the last 2 years while all units have received new A/C systems over the last 10 years. Numerous appliances and water heaters have been replaced since current ownership took over, as well as an upgraded leeching field over the last 2 years. The opportunity exists for new ownership to separate out water utilities and put this onto tenants, as there are currently 5 water meters.

263 South St, Holliston

$1,249,000

5 Beds ⋅ 4 Baths ⋅ 73554074 MLS

Grand and glorious, this stately home is located in a double cul-de-sac neighborhood of refined homes, in a prime location on the Hopkinton line, close to Pinecrest golf course, Holliston High School, the Waseeka Wildlife Sanctuary (Audubon) and the commuter rail. Beautiful private setting abuts protected open space, with a gorgeous heated inground saltwater pool, cabana, large composite deck and spacious, flat backyard lawn area. Wonderful interior floor plan with front and back staircases is ideal for multi-generational living - finished 3rd floor with living area, bedroom and full bath. Main level features a large home office w/French doors and built-ins; sunny kitchen with white cabinetry and brand new stainless appliances; dramatic vaulted ceiling family room with floor-to-ceiling gas stone fireplace; fireplaced game/living room with custom molding and access to dreamy screened porch; dining room with crown molding; powder room with laundry and large mudroom. Second level features four bedrooms, showcased by the lovely, fireplaced primary with its spa bathroom and walk-in closet; oversized bedrooms offer lots of closet space. The walkup third level provides a multitude of possibilities for in-law living, work from home or teen hangout space; walkout lower level with home gym/exercise room. This home has plenty of room for all, while offering warm, cozy and inviting spaces, both inside and out. Be part of the lovely community of Holliston, which offers both Montessori and French Immersion programs as part of their exceptional school system.

25 Erin Way, Holliston

$1,795,000

5 Beds ⋅ 6 Baths ⋅ 73538100 MLS

Nestled in sought-after Cedarbrook, this exceptional 5-bed Colonial offers many updates including exterior painting, composite deck, new carpeting on upper and lower levels, and five new A/C condensers, offering exceptional living indoors and out. A two-story foyer with mahogany inlaid flooring sets the tone as you enter. Main level features elegant living and dining rooms, a great room with stone fireplace and custom built-ins, plus private home office with gas fireplace. Chef’s kitchen features Wolf gas range, double ovens, warming drawer, beverage fridge and butler’s pantry with sink and second dishwasher. Second floor offers five bedrooms including primary suite w/ a sitting room, three full baths, and convenient second-floor laundry. The finished walkout lower level with 8’ ceilings and full bath adds flexible living space. Outdoor living includes new deck overlooking saltwater pool, large front yard and farmer's porch. A truly remarkable home for everyday living and entertaining!

16 Kingsbury Dr, Holliston

$1,275,000

4 Beds ⋅ 4 Baths ⋅ 73532141 MLS

Special 6.25% interest rate financing on 15/1 ARM on 30 year loan. Built in 2016 on a private 0.9-acre lot, this 4-bed, 3.5-bath Colonial offers over 4,000 sq ft of finished living space in an established neighborhood of newer homes. The 30-ft eat-in kitchen anchors the open main level with a large granite island, gas cooking, stainless appliances, a pantry and a slider to the composite deck and patio. Four fireplaces add warmth throughout, including the living room and the sunlit family room. Upstairs, the primary suite has a custom walk-in closet and a spa-style bath with a double vanity, plus three generous bedrooms, a flexible den/home office and 2nd-floor laundry. The finished lower level is made for entertaining: game room with wet bar and fireplace, media room with fireplace, exercise room and a full bath. Town water, Title 5 passed, 2-zone central air, solar for lower electric bills, irrigation and professional landscaping. Near trails, conservation land and major commuter routes.

120 Mohawk Path, Holliston

$2,850,000

4 Baths ⋅ 73521140 MLS

Amazing opportunity to purchase a premier business including real estate! Custom built pet resort designed by veterinary architects featuring boarding for 120 dogs, 2 cat rooms, training, grooming, and possible space for veterinary services in the future. Design built, this property was constructed in 2006 with the greatest attention to detail including premium soundproofing, ventilation, and kennel runs by Mason Company. Plug and play operations for the investor or entrepreneur, providing all necessary spaces to for a thriving pet resort for consumers. In addition, the property offers a studio and a one-bedroom apartment for employee housing.

140 Summer Street, Holliston

$2,375,000

5 Beds ⋅ 5 Baths ⋅ 73484458 MLS

** MOVE - IN READY ** NEW CONSTRUCTION ** Stunning Modern Farmhouse Colonial @ Prestigious "The Homes at Pond View" Holliston, Massachusetts with 11 ROOMS ~ 5 BEDROOMS ~ 4 1/2 BATHROOMS ~ 3 CARS GARAGES ~ PRIVATE 3.62 BREATHTAKING ACRES w/ NO CONSERVATION LAND ~ NATURAL GAS HEATING & COOKING ~ TOWN WATER ~ Custom White & Glass Cabinetry ~ En Suite 1st Floor Bedroom w/ Full Bathroom ~ 10 Feet Iron Grey Island ~ 5 Inches Oak Hardwoods ~ Coffered & Tray & Cathedral Ceilings ~ Walk - Up Attic ~ Dual Staircases ~ Quartz Countertops ~ Custom Stamped Concrete Patio & Walkway ~ Mudroom ~ Thermador Appliances ~ 2nd Floor Bonus Room ~ Jack n Jill Bedrooms w/ Full Bathroom ~ Butler's Walk - In Pantry ~ GORGEOUS ROLLING LANDSCAPING ~ Polished Marble Bathrooms ~ Powder Room ~ Matte Black Metal Wraparound Porch ~ Kohler Plumbing ~ Custom Built - Ins ~ Spray Foam Insulation ~ Pool & Sports Court Capability ~ Family Neighborhood ~ Board & Batten Facade ~ Access to RTE: 16 & 495 ~ Hardie Arctic White Siding ~ Trex Decking ~ His & Her Closets ~ 2nd Floor Laundry Room ~ Excellent Schools ~ CALL OFFICE FOR ALL PRIVATE SHOWINGS

Lot 8 Pond View, Holliston

$4,950,000

73462683 MLS

Free standing industrial building for sale!

47 October Hill Rd, Holliston

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Above $1 Million Holliston Real Estate

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